Scientific article

Spin labelled C-glycoside analogs : derivatives of 1,4-anhydro-4-deoxy-2,3-O-cyclopentylidene-1,4-N-hydroxyimino-DL-erythrofuranose

Published inJournal of carbohydrate chemistry, vol. 14, no. 1, p. 17-34
Publication date1995

A series of 2,3-O-cyclopentylidene C-glycoside analogs in which the furanose ring has been replaced with a N-hydroxypyrrolidine have been prepared. A structural study of these tricyclic compounds and the aminoxyl radicals thereof has been carried out using variable temperature 1H NMR, X-ray diffraction, molecular dynamics and EPR spectroscopy. Both types of compounds, N-hydroxypyrrolidines and pyrrolidine N-oxyls, fundamentally prefer - in solutions- N-endo conformations over the alternate, N-exo forms found by X-ray diffraction studies and computed to be more stable by molecular dynamics.

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Citation (ISO format)
TRONCHET, Jean Marcel Julien et al. Spin labelled C-glycoside analogs : derivatives of 1,4-anhydro-4-deoxy-2,3-O-cyclopentylidene-1,4-N-hydroxyimino-DL-erythrofuranose. In: Journal of carbohydrate chemistry, 1995, vol. 14, n° 1, p. 17–34. doi: 10.1080/07328309508006434
ISSN of the journal0732-8303

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